反应详情

A solution of 30.0 g. (91.1 mmoles) of 4-(4-acetyl-3-hydroxy-2-propylphenoxy)butyl bromide and 4.91 g. (100.2 mmoles) of sodium cyanide in 225 ml. of dimethylformamide was heated to 75°-85° C. for about 17 hours. The reaction mixture was cooled to room temperature, filtered, and evaporated in vacuo at 75° C. Cold 0.1N hydrochloric acid was added to the residue, and the residue was extracted into ethyl acetate. The ethyl acetate layer was twice washed with 0.1N hydrochloric acid, dried over sodium sulfate, and evaporated in vacuo to yield 21.02 g. of 5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentane nitrile as a dark amber oil which crystallized as it cooled.

1. filtrationfiltered
2. customevaporated in vacuo at 75° C
3. additionCold 0.1N hydrochloric acid was added to the residue
4. extractionthe residue was extracted into ethyl acetate
5. washThe ethyl acetate layer was twice washed with 0.1N hydrochloric acid
6. dry with materialdried over sodium sulfate
7. customevaporated in vacuo
8. customto yield 21.02 g
9. customof 5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentane nitrile as a dark amber oil which crystallized as it
10. temperaturecooled